Dog Boarding Windham

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Over 241
pet parents in Windham have booked dog boarding

Windham, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bob B.
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Bob B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
325 reviews
119 repeat clients
50 years of experience
Windham,, NY, 12496

Bob and his wife are terrifically nice people and dog lovers. All aspects of our dog's one night stay went without a hitch. I highly recommend his dog boarding services and we will definitely be using him again.

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Rich M.
Sitter Profile Image: Sarah & Aaron C.
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Sarah & Aaron C.
from
$55
per night
5.0 out of 5 stars
39 reviews
21 repeat clients
15 years of experience
GREENVILLE, NY, 12083

We went on vacation, my dog went on vacation. Bottom line. Sarah and Aaron (and family) took amazing care of our pupper and I'm sure she was likely a bit sad as we drove away when picking her up The peace of mind knowing she was taken care of as a full fledge (visiting) family member meant everything to us. No detail was overlooked and she was received with open arms - including an adorable welcome sign for us. We got pictures and updates the whole way through and Sarah and Aaron were super responsive and accommodating even when we made many changes to schedules/drop off pick up times. If you are looking for a situation where your dog will be taken care of and loved as their own - this place is it - you won't go wrong booking with this lovely family.

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Suzannah K.
Sitter Profile Image: Lauren Z.
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Lauren Z.
Star Sitter
from
$50
per night
4.9 out of 5 stars
142 reviews
52 repeat clients
15 years of experience
Earlton, NY, 12058

While her place is a little out of the way, Lauren was pleasant, helpful, and accommodating - and clearly great with dogs. Abby had fun during her night away, and came back happy and energetic. Thanks, Lauren!

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Josh B.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
20 years of experience
Coxsackie, NY, 12051

Amanda watched our 2 year old Shepherd mix, Sid, one night when we needed a calm dinner out, and we couldn't have made a better decision. Her fenced in yard was a dream for our dog, and she was super accommodating and responsive with our day of request and quick meet and greet. She sent us plenty of pictures of Sid smiling and romping around, we will definitely be booking with Amanda again!

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Kendra E.
Sitter Profile Image: Saskia C.
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Saskia C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Kinderhook, NY, 12106

Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.

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tamas u.
Sitter Profile Image: Stephanie G.
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Stephanie G.
from
$65
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
35 years of experience
Prattsville, NY, 12468

Thank you very much to Stephanie and her family for taking good care of Ozzy and for keeping us updated with photos during his stay. He has come back to us happy and healthy!

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Alison P.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
from
$85
per night
5.0 out of 5 stars
106 reviews
33 repeat clients
15 years of experience
Saugerties, NY, 12477

This was our puppy's first night away and Nicole was amazing! She took such great care of our 5lb Pomeranian puppy. I received updates regularly. She has plenty of fenced in outside space and even a smaller yard for smaller dogs. Her attention to detail put my mind at ease! Highly recommend.

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Kathryn B.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
33 years of experience
Kingston, NY, 12401

I highly recommend Amanda! This was my first time using Rover as well as my 5 year old dog's first time staying with anyone other than family. Amanda was great with communication from the beginning and reassuring throughout the whole process from initial contact to setting up a meet and greet to regular updates while we were away. My dog took to her right away and felt very comfortable with her throughout her stay as seen by cuddling pictures and happy outdoor time. I feel so fortunate to have found a reliable and trustworthy sitter.

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Liza P.
Sitter Profile Image: Jane H.
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Jane H.
from
$65
per night
5.0 out of 5 stars
107 reviews
39 repeat clients
50 years of experience
Saugerties, NY, 12477

Bambou had the best time playing in the garden with her doggie friends, and snuggling up and watching tv in the evenings! We loved getting the daily photos of her enjoying her holiday with Jane! :) xxx

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Romy N.
Sitter Profile Image: Adam O.
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Adam O.
from
$45
per night
20 years of experience
Windham, NY, 12496

About: With 20 years of hands-on pet care experience, I’ve cared for dogs of all ages, breeds, sizes, and personalities. I also have a dog of my own, Leo, who is 2 years old, and he’s a very important part of my life. Caring for Leo has given me even more experience with the energy, patience, exercise, and attention that young dogs need. I’ve always treated every pet as if they were my own, providing plenty of love, companionship, exercise, and care. I’m comfortable caring for puppies, adult dogs, and senior pets, and I understand how important it is for pet parents to know their pets are safe, happy, and well cared for while they’re away. I have a flexible schedule and am able to make pet care a priority. I’m available for walks, drop-in visits, and overnight or weekend care depending on your needs. I’m happy to work with your pet’s routine and make sure they receive plenty of attention, exercise, companionship, and care while you’re away. I understand that every pet has different needs, and I’m willing to be flexible to help make things as comfortable and stress-free as possible for both you and your pet. Your pet’s safety and comfort will always be my top priority. With 20 years of pet-care experience and a dog of my own, Leo, I understand how important it is to trust someone with your furry family member. I’m patient, attentive, and respectful of each pet’s individual personality, routine, and needs. Whether caring for your pet in your home or providing visits and walks, I’ll treat your home and your pet with the same care and respect I would want for my own.

Sitter Profile Image: Kirsten & Mark O.
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Kirsten & Mark O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
25 years of experience
Worcester, NY, 12197

Can't say enough about these wonderful people who welcomed our fur-baby into their home. Bernie instantly took to Kirsten and her very host savvy pups. So fortunate to have found them and so close to where we live. Kirsten kept me up to date on Bernie's activities and sent photos of our very happy pup. He had a blast running in their fenced in yard and there were comfy places to get some rest. Bernie is excited to head back to Camp K in May and spend a week with his new buddies!! We are comforted knowing he will be so loved and cared for. We highly recommend Kirsten and Mark!

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Jennifer S.
Sitter Profile Image: Jessica G.
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Jessica G.
from
$45
per night
4.9 out of 5 stars
108 reviews
38 repeat clients
10 years of experience
East Berne, NY, 12059

Jessica took wonderful care of our dog during a week long boarding. She was very responsive and sent lots of updates during the stay. Great experience.

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Jason H.
Sitter Profile Image: Deanne R.
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Deanne R.
from
$40
per night
5.0 out of 5 stars
71 reviews
23 repeat clients
10 years of experience
Kinderhook, NY, 12106

This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!

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Gonzo M.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$50
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
30 years of experience
Catskill, NY, 12414

Stephanie and her husband Rich looked after our puppy and 13-year-old dog for three weeks while we were overseas. She sent us regular updates and pictures. Kept us up to date on any behavioral issues the dogs had (our old dog stopped eating b/c he missed us). They had a dog run where they could run around and interact w their dogs. The whole experience was awesome. I can't recommend her enough!

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Courtney H.
Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Kingston, NY, 12401

My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.

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Adrianne R.
Sitter Profile Image: Amy S.
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Amy S.
from
$75
per night
5.0 out of 5 stars
92 reviews
31 repeat clients
32 years of experience
Shokan, NY, 12481

Amy was nice when I first met her for a meet and greet with my dogs. Both were happy and comfortable with her. We communicated through text and she sent me updates to include pictures.

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Megan S.
Sitter Profile Image: Sophia B.
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Sophia B.
Star Sitter
from
$122
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
20 years of experience
Woodstock, NY, 12498

Sophia was lovely! We felt very comfortable leaving Bernie with her, and confident that she was in good hands. Sophia gave frequent updates, was easy to communicate with, and helpful throughout the planning and drop-off/pickup. Bernie had a fabulous vaycay, thank you!!!

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Fay C.
Sitter Profile Image: Marielle S.
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Marielle S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
123 reviews
30 repeat clients
22 years of experience
Kingston, NY, 12401

We were very happy with how Marielle took the time to accommodate and adapt with the needs of our 1 year old whippet. She provided daily updates and photos and let us know of any issues or questions as they came up. 10/10 would recommend.

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Logic M.
Sitter Profile Image: Cipriana & Pamela C.
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Cipriana & Pamela C.
Star Sitter
from
$72
per night
5.0 out of 5 stars
162 reviews
81 repeat clients
14 years of experience
Saugerties, NY, 12477

I felt very comfortable leaving my dogs with Cipriana. She's knowledgeable, caring and responsible. It was nice that she contacted me to let me know how the dogs were getting along with her dogs and sent pictures as well. I will definitely use her services again.

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Martha L.
Sitter Profile Image: Joseph M.
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Joseph M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
30 years of experience
Saugerties, NY, 12477

Sparky was in good hands with Joe and his furry family. Definitely recommend him!

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Gigi R.
1 / 1
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The median cost per night for dog boarding in Windham is $65

Dog parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Bob and his wife were lovely. We have never left our dog with anyone before but felt at ease knowing she was in good hands. They were very responsive to phone/text messages and very flexible with timing. Highly recommend them! Thanks again

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Ilya S.
Boarding
1 / 1
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Windham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windham average 11
repeat dog boarding clients

FAQs for Boarding - Windham

Frequently asked questions about Rover

The average cost for Dog Boarding in Windham on Rover is $37.45 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 122 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

100% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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